US4202781A - Process for making molybdenum phosphosulfurized hydrocarbon composition - Google Patents
Process for making molybdenum phosphosulfurized hydrocarbon composition Download PDFInfo
- Publication number
- US4202781A US4202781A US05/956,281 US95628178A US4202781A US 4202781 A US4202781 A US 4202781A US 95628178 A US95628178 A US 95628178A US 4202781 A US4202781 A US 4202781A
- Authority
- US
- United States
- Prior art keywords
- molybdenum
- phosphosulfurized
- hydrocarbon
- hydroxide
- oil
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 150000002430 hydrocarbons Chemical class 0.000 title claims abstract description 54
- 229930195733 hydrocarbon Natural products 0.000 title claims abstract description 52
- 239000004215 Carbon black (E152) Substances 0.000 title claims abstract description 47
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 title claims abstract description 47
- 229910052750 molybdenum Inorganic materials 0.000 title claims abstract description 47
- 239000011733 molybdenum Substances 0.000 title claims abstract description 47
- 239000000203 mixture Substances 0.000 title claims abstract description 46
- 238000000034 method Methods 0.000 title claims description 28
- 230000008569 process Effects 0.000 title description 16
- 239000005078 molybdenum compound Substances 0.000 claims abstract description 29
- 150000002752 molybdenum compounds Chemical class 0.000 claims abstract description 29
- 239000007864 aqueous solution Substances 0.000 claims abstract description 7
- 238000006243 chemical reaction Methods 0.000 claims description 25
- 239000000243 solution Substances 0.000 claims description 24
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 23
- 229920000098 polyolefin Polymers 0.000 claims description 17
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 12
- JKQOBWVOAYFWKG-UHFFFAOYSA-N molybdenum trioxide Chemical compound O=[Mo](=O)=O JKQOBWVOAYFWKG-UHFFFAOYSA-N 0.000 claims description 12
- 239000010687 lubricating oil Substances 0.000 claims description 9
- 150000001875 compounds Chemical class 0.000 claims description 7
- 239000000314 lubricant Substances 0.000 claims description 7
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 229910001861 calcium hydroxide Inorganic materials 0.000 claims description 5
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 claims description 4
- 239000000920 calcium hydroxide Substances 0.000 claims description 4
- QXYJCZRRLLQGCR-UHFFFAOYSA-N dioxomolybdenum Chemical compound O=[Mo]=O QXYJCZRRLLQGCR-UHFFFAOYSA-N 0.000 claims description 4
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims description 3
- NHTMVDHEPJAVLT-UHFFFAOYSA-N Isooctane Chemical compound CC(C)CC(C)(C)C NHTMVDHEPJAVLT-UHFFFAOYSA-N 0.000 claims description 3
- 239000000908 ammonium hydroxide Substances 0.000 claims description 3
- APUPEJJSWDHEBO-UHFFFAOYSA-P ammonium molybdate Chemical compound [NH4+].[NH4+].[O-][Mo]([O-])(=O)=O APUPEJJSWDHEBO-UHFFFAOYSA-P 0.000 claims description 3
- 239000011609 ammonium molybdate Substances 0.000 claims description 3
- 235000018660 ammonium molybdate Nutrition 0.000 claims description 3
- 229940010552 ammonium molybdate Drugs 0.000 claims description 3
- RQPZNWPYLFFXCP-UHFFFAOYSA-L barium dihydroxide Chemical compound [OH-].[OH-].[Ba+2] RQPZNWPYLFFXCP-UHFFFAOYSA-L 0.000 claims description 3
- 229910001863 barium hydroxide Inorganic materials 0.000 claims description 3
- JVSWJIKNEAIKJW-UHFFFAOYSA-N dimethyl-hexane Natural products CCCCCC(C)C JVSWJIKNEAIKJW-UHFFFAOYSA-N 0.000 claims description 3
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 claims description 3
- 239000000347 magnesium hydroxide Substances 0.000 claims description 3
- 229910001862 magnesium hydroxide Inorganic materials 0.000 claims description 3
- 229910052751 metal Inorganic materials 0.000 claims description 3
- 239000002184 metal Substances 0.000 claims description 3
- MEFBJEMVZONFCJ-UHFFFAOYSA-N molybdate Chemical compound [O-][Mo]([O-])(=O)=O MEFBJEMVZONFCJ-UHFFFAOYSA-N 0.000 claims description 3
- HOOANQZZUGPTRH-UHFFFAOYSA-N molybdenum(3+);oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[Mo+3].[Mo+3] HOOANQZZUGPTRH-UHFFFAOYSA-N 0.000 claims description 2
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 claims description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims 3
- BKIMMITUMNQMOS-UHFFFAOYSA-N nonane Chemical compound CCCCCCCCC BKIMMITUMNQMOS-UHFFFAOYSA-N 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 1
- 230000002378 acidificating effect Effects 0.000 claims 1
- 229910052500 inorganic mineral Inorganic materials 0.000 claims 1
- 239000011707 mineral Substances 0.000 claims 1
- 235000010755 mineral Nutrition 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 abstract description 3
- 239000003921 oil Substances 0.000 description 41
- 239000000654 additive Substances 0.000 description 18
- 239000000047 product Substances 0.000 description 16
- 230000000996 additive effect Effects 0.000 description 14
- 239000002904 solvent Substances 0.000 description 14
- 239000008346 aqueous phase Substances 0.000 description 10
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 9
- MWUXSHHQAYIFBG-UHFFFAOYSA-N nitrogen oxide Inorganic materials O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 description 9
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 7
- CYQAYERJWZKYML-UHFFFAOYSA-N phosphorus pentasulfide Chemical compound S1P(S2)(=S)SP3(=S)SP1(=S)SP2(=S)S3 CYQAYERJWZKYML-UHFFFAOYSA-N 0.000 description 7
- 239000010802 sludge Substances 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 6
- 230000003647 oxidation Effects 0.000 description 6
- 238000007254 oxidation reaction Methods 0.000 description 6
- 238000006116 polymerization reaction Methods 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- 239000000376 reactant Substances 0.000 description 5
- 239000000725 suspension Substances 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 4
- VKCLPVFDVVKEKU-UHFFFAOYSA-N S=[P] Chemical class S=[P] VKCLPVFDVVKEKU-UHFFFAOYSA-N 0.000 description 4
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 4
- 239000000470 constituent Substances 0.000 description 4
- 150000002576 ketones Chemical class 0.000 description 4
- 239000003879 lubricant additive Substances 0.000 description 4
- VLAPMBHFAWRUQP-UHFFFAOYSA-L molybdic acid Chemical class O[Mo](O)(=O)=O VLAPMBHFAWRUQP-UHFFFAOYSA-L 0.000 description 4
- 239000012071 phase Substances 0.000 description 4
- 229920001083 polybutene Polymers 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 3
- 150000001336 alkenes Chemical class 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 230000015556 catabolic process Effects 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 230000000536 complexating effect Effects 0.000 description 3
- 239000000306 component Substances 0.000 description 3
- 238000006731 degradation reaction Methods 0.000 description 3
- 239000003085 diluting agent Substances 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- -1 for example P2 S3 Chemical compound 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 150000002736 metal compounds Chemical class 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 229910052698 phosphorus Inorganic materials 0.000 description 3
- 239000011574 phosphorus Substances 0.000 description 3
- 230000009257 reactivity Effects 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- 229910052717 sulfur Inorganic materials 0.000 description 3
- 239000011593 sulfur Substances 0.000 description 3
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 2
- GQEZCXVZFLOKMC-UHFFFAOYSA-N 1-hexadecene Chemical compound CCCCCCCCCCCCCCC=C GQEZCXVZFLOKMC-UHFFFAOYSA-N 0.000 description 2
- HFDVRLIODXPAHB-UHFFFAOYSA-N 1-tetradecene Chemical compound CCCCCCCCCCCCC=C HFDVRLIODXPAHB-UHFFFAOYSA-N 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- 229920002367 Polyisobutene Polymers 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 2
- 230000003078 antioxidant effect Effects 0.000 description 2
- 239000012736 aqueous medium Substances 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 2
- IAQRGUVFOMOMEM-UHFFFAOYSA-N but-2-ene Chemical compound CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- 238000002485 combustion reaction Methods 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- VAMFXQBUQXONLZ-UHFFFAOYSA-N icos-1-ene Chemical compound CCCCCCCCCCCCCCCCCCC=C VAMFXQBUQXONLZ-UHFFFAOYSA-N 0.000 description 2
- 230000002401 inhibitory effect Effects 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 235000019271 petrolatum Nutrition 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 230000008719 thickening Effects 0.000 description 2
- CRSBERNSMYQZNG-UHFFFAOYSA-N 1 -dodecene Natural products CCCCCCCCCCC=C CRSBERNSMYQZNG-UHFFFAOYSA-N 0.000 description 1
- 229910015900 BF3 Inorganic materials 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- 239000004129 EU approved improving agent Substances 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 238000005727 Friedel-Crafts reaction Methods 0.000 description 1
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- BTHAQRDGBHUQMR-UHFFFAOYSA-N [S]P(=O)=O Chemical group [S]P(=O)=O BTHAQRDGBHUQMR-UHFFFAOYSA-N 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- 239000010775 animal oil Substances 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000003849 aromatic solvent Substances 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- RCMWGBKVFBTLCW-UHFFFAOYSA-N barium(2+);dioxido(dioxo)molybdenum Chemical compound [Ba+2].[O-][Mo]([O-])(=O)=O RCMWGBKVFBTLCW-UHFFFAOYSA-N 0.000 description 1
- 238000010923 batch production Methods 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- BIOOACNPATUQFW-UHFFFAOYSA-N calcium;dioxido(dioxo)molybdenum Chemical compound [Ca+2].[O-][Mo]([O-])(=O)=O BIOOACNPATUQFW-UHFFFAOYSA-N 0.000 description 1
- 238000006388 chemical passivation reaction Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000001246 colloidal dispersion Methods 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 230000000881 depressing effect Effects 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- XNMQEEKYCVKGBD-UHFFFAOYSA-N dimethylacetylene Natural products CC#CC XNMQEEKYCVKGBD-UHFFFAOYSA-N 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 229940069096 dodecene Drugs 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 239000010410 layer Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 230000001050 lubricating effect Effects 0.000 description 1
- 238000005461 lubrication Methods 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- MODMKKOKHKJFHJ-UHFFFAOYSA-N magnesium;dioxido(dioxo)molybdenum Chemical compound [Mg+2].[O-][Mo]([O-])(=O)=O MODMKKOKHKJFHJ-UHFFFAOYSA-N 0.000 description 1
- 239000010688 mineral lubricating oil Substances 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 229910000476 molybdenum oxide Inorganic materials 0.000 description 1
- 150000005673 monoalkenes Chemical class 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- PCFCJEQKBDXAAT-UHFFFAOYSA-N octan-2-one Chemical compound CCCCCCC(C)=O.CCCCCCC(C)=O PCFCJEQKBDXAAT-UHFFFAOYSA-N 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- UAQJVNPFHGOEAH-UHFFFAOYSA-N oxido-oxo-phosphosulfanylphosphanium Chemical class O=P(=O)SP(=O)=O UAQJVNPFHGOEAH-UHFFFAOYSA-N 0.000 description 1
- PQQKPALAQIIWST-UHFFFAOYSA-N oxomolybdenum Chemical class [Mo]=O PQQKPALAQIIWST-UHFFFAOYSA-N 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 235000019809 paraffin wax Nutrition 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011684 sodium molybdate Substances 0.000 description 1
- 235000015393 sodium molybdate Nutrition 0.000 description 1
- TVXXNOYZHKPKGW-UHFFFAOYSA-N sodium molybdate (anhydrous) Chemical compound [Na+].[Na+].[O-][Mo]([O-])(=O)=O TVXXNOYZHKPKGW-UHFFFAOYSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 150000004763 sulfides Chemical class 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 229940095068 tetradecene Drugs 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000003039 volatile agent Substances 0.000 description 1
- 230000004580 weight loss Effects 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M159/00—Lubricating compositions characterised by the additive being of unknown or incompletely defined constitution
- C10M159/12—Reaction products
- C10M159/123—Reaction products obtained by phosphorus or phosphorus-containing compounds, e.g. P x S x with organic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F11/00—Compounds containing elements of Groups 6 or 16 of the Periodic Table
- C07F11/005—Compounds containing elements of Groups 6 or 16 of the Periodic Table compounds without a metal-carbon linkage
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/04—Reaction products of phosphorus sulfur compounds with hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/40—Fatty vegetable or animal oils
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/40—Fatty vegetable or animal oils
- C10M2207/402—Castor oils
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/40—Fatty vegetable or animal oils
- C10M2207/404—Fatty vegetable or animal oils obtained from genetically modified species
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/12—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions obtained by phosphorisation of organic compounds, e.g. with PxSy, PxSyHal or PxOy
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2225/00—Organic macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2225/04—Organic macromolecular compounds containing phosphorus as ingredients in lubricant compositions obtained by phosphorisation of macromolecualr compounds not containing phosphorus in the monomers
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2225/00—Organic macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2225/04—Organic macromolecular compounds containing phosphorus as ingredients in lubricant compositions obtained by phosphorisation of macromolecualr compounds not containing phosphorus in the monomers
- C10M2225/041—Hydrocarbon polymers
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2010/00—Metal present as such or in compounds
- C10N2010/12—Groups 6 or 16
Definitions
- This invention relates to a method for preparing molybdenum containing phosphosulfurized hydrocarbon compositions. More particularly, this invention relates to a process of producing molybdenum phosphosulfurized hydrocarbon composition wherein a molybdenum compound in an aqueous medium is reacted with a non-aqueous phosphosulfurized hydrocarbon and the molybdenum depleted aqueous phase is removed. As a result, the molybdenum compounds react with and become chemically bonded to the water-insoluble phosphosulfur groups in the phosphosulfurized hydrocarbon. More specifically, this invention relates to the manufacture of molybdenum phosphosulfurized hydrocarbon compositions which improve the oxidation inhibition, friction modification, and extreme pressure properties of compositions useful for lubrication of internal combustion engines, and other applications.
- Molybdenum-containing phosphosulfurized hydrocarbon compositions are well known lubricant additives.
- U.S. Pat. Nos. 2,758,089 to Hoff and 2,753,306 to Fields disclose processes for the preparation of molybdenum-containing phosphosulfurized polyalkenes comprising the reaction of a molybdenum-containing compound, hydrogen peroxide and a phosphosulfurized polyalkene, optionally, in the presence of a mercaptan or an alcohol. These processes suffer the drawback that the reaction of the phosphosulfurized polyalkene and hydrogen peroxide produce oxidized hydrocarbon constituents which can form deposits on surfaces in the engine reducing engine efficiency.
- the process appears to have the further drawback that the reaction between the molybdenum compounds and the phosphosulfurized polyalkenes appear to result in mere suspension of the molybdenum compounds in the phosphosulfurized polyalkene. Further, the hydrocarbon insoluble molybdenum compounds react very slowly in the nonaqueous system with the phosphosulfurized polyalkene and require the use of the hydrogen peroxide to promote the suspension of an effective concentration of molybdenum.
- U.S. Pat. Nos. 3,140,997 to Price and 3,256,184 to Harting teach a process for the preparation of colloidal molybdenum compounds.
- the molybdenum compound is extracted from acidified molybdenum-containing solution with a complexing, oxygen-containing solvent such as a ketone or an ether.
- the extract containing molybdenum compounds is dispersed in an oil containing a phosphosulfurized polyalkene.
- the extraction solvent is then stripped from the mixture.
- This process has the drawback that the complexing extraction-solvent produces a molybdenum-solvent complex stable in oil solutions. As a result the complexed solvent cannot be fully stripped during processing.
- the residual amounts of solvents can produce oxidized by-products that can form deposits on engine surfaces reducing the efficiency of the engine.
- the solvents discussed in these patents have high boiling points requiring extreme stripping temperatures, often greater then 300° C., resulting in the degradation of the hydrocarbon components of the additive mixtures. This high temperature degradation can result in a lowering of the ability of the compositions to improve lubricant properties.
- the molybdenum compounds appear to be held in a mere colloidal suspension in the phosphosulfurized polyalkene product rather than as a covalent reaction product with the phosphosulfurized polyalkene.
- Dispersions of inorganic metal compounds in lubricants in general suffer the disadvantage that precipitates of the metal compounds can often form in the lubricant dispersions upon standing. This does not occur in compositions of ionically or covalently bonded molybdenum.
- the general object of this invention is to provide a new process for producing molybdenum-containing phosphosulfurized hydrocarbon compositions which have improved lubricating properties.
- a further object of the invention is to produce molybdenum-containing lubricant additives without the use of harmful peroxide promoters or complexing solvents.
- Still another object of the invention is to provide a process for preparing molybdenum-containing lubricant additive compositions that avoids the use of harmful high temperature reaction conditions.
- a further object of the invention is to provide a process for the preparation of molybdenum-containing additive compositions in which the molybdenum compound reacts directly with the phosphosulfurized polyalkene agent and does not rely on a mere dispersion of the molybdenum compound in the lubricant.
- the objects of this invention can be obtained by reacting an aqueous molybdenum-containing solution with a phosphosulfurized hydrocarbon.
- a direct reaction of the molybdenum compound with the phosphosulfurized hydrocarbon occurs.
- the molybdenum compounds leave the aqueous phase and enter the non-aqueous hydrocarbon phase. In the presence of the aqueous medium, a colloidal dispersion of the molybdenum compound is apparently avoided.
- the reaction is believed to produce a molybdenum phosphosulfurized polyalkene reaction product in good yield. In this way, stable molybdenum-containing compositions can be produced without high temperatures, the use of ketone or ether-complexing solvents, or hydrogen peroxide.
- the molybdenum-containing compositions of this invention are produced by forming an aqueous solution of a molybdenum compound.
- the molybdenum solution is mixed with a water-insoluble phosphosulfurized hydrocarbon and heated at low temperature to effect the reaction.
- the aqueous phase depleted of molybdenum is removed and the molybdenum-containing phosphosulfurized polyalkene is obtained.
- Molybdenum compounds useful in this invention are those which produce oxides of the molybdenum under reaction conditions. Such compounds include ammonium molybdate, molybdenum oxides and sulfides and the Group I and Group II salts of molybdic acid for example sodium molybdate, potassium molybdate, magnesium molybdate, calcium molybdate, barium molybdate, etc. Molybdenum trioxide is preferable in the invention for reasons of ease of solubility in aqueous solution, reactivity with the phosphosulfurized polyalkene, and availability. Other oxides of molybdenum such as molybdenum dioxide and molybdenum sesquioxide can also be employed. Other molybdenum compounds which can be useful in this invention are discussed in U.S. Pat. Nos. 2,753,306; 2,758,089; 3,140,997; and 3,256,184, which are expressly incorporated by reference herein.
- the phosphosulfurized hydrocarbon useful in the invention which are discussed in U.S. Pat. Nos. 2,312,087, and 2,875,188 comprise the product of phosphorus pentasulfide or other commmon phosphosulfides with a hydrocarbon reacted at temperatures from about 90° C. to about 300° C., preferably, about 115° to 200° C. to avoid high temperature degradation, using from about 0.01 to 1.0 equivalents of phosphorus pentasulfide, preferably about 0.5 to 1.0 equivalents of the phosphorus pentasulfide per equivalent of the reactive hydrocarbon.
- Hydrocarbons reactive with the phosphorus sulfides contain generally aromatic or unsaturated bonds. A non-oxidizing atmosphere is advantageous during the reaction to avoid oxidation. Preferably, an excess of equivalents of the hydrocarbon is used so that the reactive hydrocarbon constituents will react completely leaving no phosphorus pentasulfide in suspension.
- a suitable hydrocarbon compound useful in making the phosphosulfurized hydrocarbon can be a synthetic product or a petroleum product derived from refining processes.
- these useful hydrocarbons are polymers, bright stocks, residuums, lubricating oils, distillates, petrolatums, paraffin waxes, olefins, aromatics, etc.
- These hydrocarbons contain reactive portions, generally olefinic and aromatic, and unreactive portions generally paraffinic in nature. Paraffinic constituents can be made more reactive with the use of a halogen promoter.
- the hydrocarbon constituent useful in the reaction between the hydrocarbon and the phosphorus pentasulfide can be an olefinic hydrocarbon resulting from the separation of olefins from refinery streams or from the polymerization of low molecular weight mono-olefinic hydrocarbons.
- the polymers can be obtained by the polymerization of these olefins or mixtures thereof in the presence of a catalyst such as sulfuric acid, boron trifluoride, aluminum chloride, or other similar catalysts of the Friedel-Crafts type.
- olefinic polymers derived from ethene, propene, 1-butene, 2-butene, or isobutylene or mixtures thereof having molecular weights from about 150 to about 50,000 or greater, and preferably from about 300 to about 6,000 are used for reason of economy and reactivity.
- Such polymers can be obtained by the polymerization in liquid phase of hydrocarbon mixtures containing mono-olefins and other olefinic compounds such as butylene and isobutylene in well known polymerization techniques.
- the polymerization of isobutylene over aluminum chloride catalysts is a well known procedure.
- hydrocarbons useful in the reaction with phosphorus pentasulfide include polyisobutylene or polypropene having a molecular weight from 150 to 50,000; dodecene, tetradecene, hexadecene, eicosene, serotene, hectene, etc.
- the hydrocarbon phosphosulfurized polybutene composition can be further treated with hot water, steam or wet, heated inert gas, e.g., wet nitrogen at a temperature of 90° C. to 300° C. to improve odor and increase reactivity by hydrolyzing the phosphosulfurized hydrocarbon.
- heated inert gas e.g., wet nitrogen
- reaction products of phosphorus sulfides with aromatic hydrocarbons such as benzene, naphthalene, anthracene, toluene, biphenyl, etc.
- aromatic hydrocarbons such as benzene, naphthalene, anthracene, toluene, biphenyl, etc.
- alkylated aromatic hydrocarbons such as an alkyl benzene characterized by having an alkyl group wherein the alkyl group has a molecular weight from 300 to 6,000.
- the phosphorus-sulfide reactant can be any phosphorus sulfide such as for example P 2 S 3 , P 4 S 3 , P 4 S 7 , and preferably P 2 S 5 for ease of reaction and availability.
- the molybdenum compound can be dissolved in an aqueous solution prior to reaction with the phosphosulfurized hydrocarbon compound. While molybdenum compounds are generally relatively insoluble in aqueous solutions, solutions of molybdic acid or salts thereof can be prepared. A molybdenum compound is reacted with 1 to about 10 moles of a strong aqueous base per mole of molybdenum compound to produce an aqueous solution of the salt of molybdic acid. Bases useful in preparation of this salt are sodium hydroxide, potassium hydroxide, calcium hydroxide, barium hydroxide, ammonium hydroxide, magnesium hydroxide, etc.
- Calcium and barium hydroxide produce compounds which have the benefit that filtration is more rapid than products prepared with sodium or potassium hydroxide. Products prepared with sodium and potassium also commonly tend to be somewhat corrosive to valve surfaces.
- the mixture can be stirred and heated to a temperature up to the boiling point of the water to promote the dissolution.
- the solution can be cooled.
- the reaction can be run at the resulting basic pH of the solution or an excess of sulfuric acid is added to the mixture to produce pH in the solution varying from about 1 to 7.
- the pH of the resulting solution ranges from about 1 to about 3.5.
- the reaction between the phosphosulfurized hydrocarbon can be performed with the aqueous molybdenum solution at a pH from 1-14.
- Examples of useful viscosity modifying diluents are aliphatic and aromatic products of the distillation of petroleum such as gasolines, kerosene, naphtha, lubricating oils, etc.
- Other aliphatic and aromatic solvents commonly useful in preparation of the products can be benzene, toluene, xylene, heptane, octane, isooctane, etc.
- Oxygen containing solvents have limited utility. Emulsions are commonly caused by the solubility of these solvents in the aqueous phase.
- the mixture containing the aqueous phase and the organic phosphosulfurized hydrocarbon phase is heated to reflux at a temperature from about 80° to 200° C.
- the aqueous phase can be removed by partitioning or distillation, preferably the aqueous phase is partitioned to avoid leaving impurities in the hydrocarbon phase.
- the mixture can be heated to strip volatiles and the resulting hydrocarbon phase can be filtered to remove residual solids if necessary.
- the process can be performed in either batch or continuous mode.
- the reactant or reactants with or without solvents may be added to the other reactant(s) in a suitable vessel.
- the two reactants in solution or solventless may be charged to a different (counter-current process) or the same reaction zone, e.g., the upper end of a vertical zone maintained at a suitable temperature.
- the products can commonly be withdrawn from the other end into purification strippers, separators, or filters. At the conclusion of the stripping and filtering, the product is clear and bright containing no solvents.
- the product When run in a hydrocarbon, or lubricant oil solvent, the product can be immediately blended into lubricant additive packages.
- molybdenum compositions can be used as lubricating oil additives in various lubricating oils derived from synthetic, animal, vegetable, or mineral oils. Ordinary mineral lubricating oils are preferred for reasons of their availability, general excellence and low cost.
- This invention also contemplates the presence of other additives in lubricating oils and lubricating oil packages. Such additives include, for example, viscosity index improving agents, pour point depressing agents, anti-foam agents, extreme pressure agents, rust inhibiting agents, oxidation and corrosion inhibiting agents, detergents and disperssants.
- the additive of this invention is generally added to lubricating oils to improve the friction reducing, the load bearing and the anti-oxidant properties of the oil.
- additives are needed in order to be effective. Generally from about 0.1 to about 10 weight percent of the additive or from 0.01 to 5 weight percent of molybdenum is present in the finished lubricant product.
- a phosphosulfurized polybutene product which was prepared by adding 4,800 grams of polybutene having a molecular weight about 450 to a reactor containing a nitrogen atmosphere, reflux condenser, heating mantle and stirrer. The mixture was heated to a temperature of 105° to 110° C. and nitrogen was passed through the reactor at about 0.5 standard cubic feet per hour.
- the phosphosulfurized polyisobutylene had 2.2 weight percent phosphorus, 4.1 weight percent sulfur, a viscosity of about 600 SSU at 100° C. and was clear and bright.
- the phosphosulfurized polyalkene was added 1.174 kilograms of 5W oil and 8 liters of heptane to convert viscosity.
- the mixture was refluxed for 6 hours at 85 to 90° C.
- the product was cooled and the aqueous layer was removed from the reaction vessel.
- the clear organic layer was heated to 130° C. and stripped with a nitrogen stream.
- the product contained 1.8 percent molybdenum, 3.2 percent sulfur, 1.8 percent phosphorus and was clear and bright after filtering.
- a molybdenum-containing composition was prepared according to the procedure found in U.S. Pat. No. 3,256,184 to Harting discussed above.
- Into a 5 liter 3 neck flask was charged 88.25 grams of molybdic acid, 225 milliliters of water and 317 grams of reagent grade 36 percent by volume hydrochloric acid. The mixture was stirred at room temperature for 15 minutes to effect solution.
- the molybdenum compounds were extracted from the acidified solution in a separatory funnel with 613 grams of methylhexyl ketone (2-octanone).
- the aqueous phase was removed and discarded and the ketone extract was mixed with 375 grams of phosphosulfurized isobutylene as prepared in Example 1.
- the mixture was stirred for 2 hours at room temperature and then heated to 175° C. under vacuum to remove volatile components including the ketones.
- the stripped material was filtered and contained 3.6 percent molybdenum, 2.02 percent phosphorus, 4.0 percent
- Example I was repeated except with 304 grams of molybdenum trioxide, 144 grams of 50% aqueous sodium hydroxide, 88 grams of concentrated sulfuric acid, 6.496 kilograms of the phosphosulfurized polybutene, and 8 liters of isooctane.
- Example III was repeated except with 200 grams of 50% aqueous calcium hydroxide instead of the sodium hydroxide.
- Example III was repeated except with 146 grams 50% aqueous magnesium hydroxide instead of the sodium hydroxide.
- Example III was repeated except with 202 grams of molybdenum trioxide instead of the 302 grams.
- Example III was repeated with 44 grams of sulfuric acid instead of the 144 gms and the pH of the aqueous molybdenum solution was 3.5.
- the hot tube test is a measure of the ability of an oil additive package to resist the formation of deposits caused by the high temperature oxidation of the oil at elevated temperature in the presence of air or nitrogen oxides.
- a measured amount of oil is slowly metered into a tube maintained at 257° C. or 202° C. Nitrogen oxide or air is passed through the heated tube contacting the oil and causing the oil to react with the gas.
- a superior oil additive package leaves a lesser deposit on the tube than a poorer oil additive package.
- the amihot test is a measure of the ability of an oil additive package to resist the corrosive environment present in internal combustion engines that harms metal surfaces, for example, lead and copper bearings.
- a lead or copper coupon is suspended in a glass tube containing the test oil additive package to which has been added hydrochloric acid. The mixture is heated and air is blown through oil to simulate the acidic-oxidative engine environment. A smaller weight loss from the metal compounds indicates a superior oil additive package.
- Table III shows that certain of the compounds of the inventive process are superior to a non-treated oil and the prior art molybdenum compound.
- Antioxidative properties of oil composition were measured by an oil thickening test. In this test 100 grams of test oil are oxidized at 280° F. in an open oxidation tube, while being blown with 60 cc air/minute. Oxidation is catalyzed by the addition of 5 wt% Ford VC sludge oil. Samples are taken periodically and the viscosity is determined. The ability of an additive to maintain low viscosity is highly desirable. Also, a sample of this oil after 48 hours of oxidation is run in the Spot Disperancy Test which gives a measure of the oil's ability to disperse sludge and varnish.
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- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
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Abstract
Description
TABLE I ______________________________________ TEST BLENDS COMPO- NENT A B C D E F G H ______________________________________ 5X-10W Oil 92.40 91.90 91.40 92.00 91.61 91.86 91.31 91.40 Mannich Dispersant 5.0 5.0 5.0 5.0 5.0 5.0 5.0 5.0 Zn di-octyl Dithiophos- 1.0 1.0 1.0 1.0 1.0 1.0 1.0 1.0 phate Overbased Mg Sulfonates 0.9 0.9 0.9 0.9 0.9 0.9 0.9 0.9 Sulfurized Ca Phenate 0.7 0.7 0.7 0.7 0.7 0.7 0.7 0.7 Prod. Ex. I -- 0.5 1.0 -- -- -- -- -- Prod. Ex. -- -- -- 0.40 0.79 -- -- -- VII Prod. Ex. VI -- -- -- -- -- 0.54 1.09 -- Prod. Ex. II -- -- -- -- -- -- -- 1.00 ______________________________________
TABLE II ______________________________________ HOT TUBE TEST TEST BLEND FROM TABLE I NO.sub.x AT 257° C. AIR AT 202° C. ______________________________________ A 2.4 2.0 B 8.0 6.0 C 8.0 6.0 D 8.0 6.5 E 8.5 6.5 F 8.0 6.5 G 8.0 6.0 H 9.0 2.0 ______________________________________
TABLE III ______________________________________ AMIHOT TEST TEST BLEND FROM TABLE I W.sub.pb (mg) W.sub.cu (mg) ______________________________________ A 0 -0.3 B -0.2 -0.5 C -0.2 -4.4 D -0.2 -1.8 E -0.3 -3.4 F -0.2 -0.8 G 0 -6.5 H -0.4 -0.5 ______________________________________
TABLE IV __________________________________________________________________________ OIL THICKENING TEST 171° C. AIR AT 60 CC/MINUTE SPOT DISPERSANCY % TEST BLENDS VISCOSITY INCREASE FROM TABLE I 24 HR. 32 HR. 40 HR. 48 HR. 24 HR. 32 HR. 40 HR. 48 HR. __________________________________________________________________________ A 53 125 421 1297 93 78 75 59 B 37 59 119 188 96 90 88 75 C 45 62 74 120 97 95 90 84 D 37 68 124 274 95 90 82 75 E 31 58 89 127 98 96 89 83 F 34 42 75 124 98 93 90 82 G 29 43 56 95 98 95 91 86 H 55.3 57.9 121.1 442 __________________________________________________________________________
TABLE V ______________________________________ MOTORED OLDSMOBILE ENGINE TEST FINISHED OIL** FRICTION HORSEPOWER CONTAINING AT OIL TEMP. (°C.) PROD. OF EX. 38° 60° 82° 93° 104° 116° 127° ______________________________________ * 11.98 10.47 10.05 10.00 10.15 10.59 -- II 11.97 10.57 10.15 9.97 9.90 10.06 -- I 10.85 10.48 9.82 9.66 9.55 9.48 -- MOTORED PINTO ENGINE TEST * 9.82 8.78 8.22 8.10 8.21 8.29 8.32 II 9.60 8.63 8.12 8.05 8.15 8.23 8.38 I 9.53 7.99 7.85 7.85 7.85 7.85 ______________________________________ *Baseline **Oils contain 0.048 (wt)% molybdenum based on total weight of oil.
Claims (8)
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
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US05/956,281 US4202781A (en) | 1978-10-31 | 1978-10-31 | Process for making molybdenum phosphosulfurized hydrocarbon composition |
BE0/197904A BE879739A (en) | 1978-10-31 | 1979-10-30 | IMPROVED PROCESS FOR THE PREPARATION OF MOLYBDENE-CONTAINING PHOSPHOSULFIDE HYDROCARBON COMPOSITIONS |
Applications Claiming Priority (1)
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US05/956,281 US4202781A (en) | 1978-10-31 | 1978-10-31 | Process for making molybdenum phosphosulfurized hydrocarbon composition |
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US4202781A true US4202781A (en) | 1980-05-13 |
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US05/956,281 Expired - Lifetime US4202781A (en) | 1978-10-31 | 1978-10-31 | Process for making molybdenum phosphosulfurized hydrocarbon composition |
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US (1) | US4202781A (en) |
BE (1) | BE879739A (en) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4349444A (en) * | 1980-06-10 | 1982-09-14 | Michael Ebert | Hybrid PTFE lubricant including molybdenum compound |
US4376055A (en) * | 1979-09-12 | 1983-03-08 | Elco Corporation | Process for making highly sulfurized oxymolybdenum organo compounds |
US4428848A (en) | 1981-11-09 | 1984-01-31 | Texaco Inc. | Molybdenum derivatives and lubricants containing same |
US4474673A (en) * | 1982-06-11 | 1984-10-02 | Standard Oil Company (Indiana) | Molybdenum-containing friction modifying additive for lubricating oils |
US4559152A (en) * | 1980-09-18 | 1985-12-17 | Texaco Inc. | Friction-reducing molybdenum salts and process for making same |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2859178A (en) * | 1955-12-19 | 1958-11-04 | Exxon Research Engineering Co | Method of lubricating bearings |
US2900376A (en) * | 1955-10-31 | 1959-08-18 | Standard Oil Co | Hydrolysis of phosphorus sulfide-hydrocarbon reaction product |
US3068259A (en) * | 1959-02-12 | 1962-12-11 | Gulf Research Development Co | Molybdenum and tungsten halides and sulfides of organic substituted dithiophosphoricacids |
US3223625A (en) * | 1963-11-12 | 1965-12-14 | Exxon Research Engineering Co | Colloidal molybdenum complexes and their preparation |
-
1978
- 1978-10-31 US US05/956,281 patent/US4202781A/en not_active Expired - Lifetime
-
1979
- 1979-10-30 BE BE0/197904A patent/BE879739A/en not_active IP Right Cessation
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2900376A (en) * | 1955-10-31 | 1959-08-18 | Standard Oil Co | Hydrolysis of phosphorus sulfide-hydrocarbon reaction product |
US2859178A (en) * | 1955-12-19 | 1958-11-04 | Exxon Research Engineering Co | Method of lubricating bearings |
US3068259A (en) * | 1959-02-12 | 1962-12-11 | Gulf Research Development Co | Molybdenum and tungsten halides and sulfides of organic substituted dithiophosphoricacids |
US3223625A (en) * | 1963-11-12 | 1965-12-14 | Exxon Research Engineering Co | Colloidal molybdenum complexes and their preparation |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4376055A (en) * | 1979-09-12 | 1983-03-08 | Elco Corporation | Process for making highly sulfurized oxymolybdenum organo compounds |
US4349444A (en) * | 1980-06-10 | 1982-09-14 | Michael Ebert | Hybrid PTFE lubricant including molybdenum compound |
US4559152A (en) * | 1980-09-18 | 1985-12-17 | Texaco Inc. | Friction-reducing molybdenum salts and process for making same |
US4428848A (en) | 1981-11-09 | 1984-01-31 | Texaco Inc. | Molybdenum derivatives and lubricants containing same |
US4474673A (en) * | 1982-06-11 | 1984-10-02 | Standard Oil Company (Indiana) | Molybdenum-containing friction modifying additive for lubricating oils |
Also Published As
Publication number | Publication date |
---|---|
BE879739A (en) | 1980-04-30 |
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